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$97+ Cheap flights from Jacksonville (JAX) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/20. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean

Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated June 12, 2025.

Round-trip from

$196
(Cheapflightsfares)

One-way from

$97
(Priceline)

Popular in

December

Cheapest in

August

Average price

$268

Good round-trip deal

$231 or less

Good one-way deal

$115 or less
From Jacksonville to Caribbean
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One-way flight from Jacksonville to Caribbean
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Highest demand for flights based on searches. 10% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Jacksonville to Caribbean.
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Price to beat on a one-way flight from Jacksonville to Caribbean.
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Find flight deals from Jacksonville to Caribbean

Cheapest flights from Jacksonville to Caribbean
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/1611:21 amJAX - SJU
Nonstop3h 06mFrontier
Fri 6/207:00 amSJU - JAX
Nonstop3h 26mFrontier
Deal found 6/9$195
This Priceline deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1411:21 amJAX - STT
1 stop5h 08mFrontier
Fri 7/185:14 pmSTT - JAX
1 stop17h 06mFrontier
Deal found 6/11$204
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/212:59 pmJAX - SJU
1 stop7h 40mDelta
Wed 8/65:45 pmSJU - JAX
1 stop6h 09mDelta
Deal found 6/10$242
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/78:44 amJAX - SJU
2 stops9h 31mAmerican Airlines
Sat 9/137:05 pmSJU - JAX
2 stops14h 05mAmerican Airlines
Deal found 6/12$284
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2911:50 amJAX - SJU
2 stops10h 20mSouthwest
Fri 8/15:30 amSJU - JAX
1 stop9h 50mSouthwest
Deal found 6/10$326
This Priceline deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1411:21 amJAX - SDQ
1 stop24h 58mFrontier
Thu 6/191:24 pmSDQ - JAX
1 stop21h 02mFrontier
Deal found 6/9$327
This Priceline deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1311:21 amJAX - PUJ
1 stop5h 58mFrontier
Wed 6/186:45 pmPUJ - JAX
1 stop15h 41mFrontier
Deal found 6/12$327
This JetBlue deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/75:12 pmJAX - SJU
1 stop7h 45mJetBlue
Sat 9/132:05 pmSJU - JAX
1 stop9h 00mJetBlue
Deal found 6/9$332
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/267:37 pmJAX - PUJ
1 stop15h 27mAmerican Airlines
Thu 7/3112:05 pmPUJ - JAX
1 stop10h 09mAmerican Airlines
Deal found 6/11$345
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/277:56 amJAX - MBJ
1 stop6h 29mAmerican Airlines
Wed 7/302:25 pmMBJ - JAX
1 stop6h 49mAmerican Airlines
Deal found 6/11$361
This Mytrip deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/111:47 amJAX - STT
2 stops22h 01mMultiple Airlines
Wed 8/64:05 pmSTT - JAX
2 stops27h 31mMultiple Airlines
Deal found 6/10$371
This Booking.com deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/197:49 pmJAX - MBJ
1 stop13h 09mFrontier
Wed 6/253:53 pmMBJ - JAX
1 stop25h 59mFrontier
Deal found 6/10$392

Cheapflights Fare Finder

Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Jacksonville

Fly to

Caribbean

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 7/21

11:21 am-2:33 pm

Nonstop3h 12m

San Juan Luis Munoz Marin Intl

Fri 7/25

7:00 am-10:20 am

Nonstop3h 20m

$196

JacksonvilleSaint Thomas Island

JAX - STT

JAXSTT

Jacksonville

Mon 7/14

11:21 am-4:29 pm

1 stop5h 08m

Saint Thomas Island Cyril E King

Fri 7/18

5:14 pm-10:20 am

1 stop17h 06m

$204

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 8/2

12:59 pm-8:39 pm

1 stop7h 40m

San Juan Luis Munoz Marin Intl

Wed 8/6

5:45 pm-11:54 pm

1 stop6h 09m

$242

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 9/7

8:44 am-6:15 pm

2 stops9h 31m

San Juan Luis Munoz Marin Intl

Sat 9/13

7:05 pm-9:10 am

2 stops14h 05m

$284

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 7/29

11:50 am-10:10 pm

2 stops10h 20m

San Juan Luis Munoz Marin Intl

Fri 8/1

5:30 am-3:20 pm

1 stop9h 50m

$326

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Mon 6/23

11:21 am-5:19 pm

1 stop5h 58m

Punta Cana

Wed 7/9

1:19 pm-10:20 am

1 stop21h 01m

$327

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 7/21

11:47 am-3:30 pm

2 stops27h 43m

San Juan Luis Munoz Marin Intl

Thu 7/24

1:21 am-8:55 pm

1 stop19h 34m

$329

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sun 9/7

6:25 am-2:53 pm

1 stop8h 28m

San Juan Luis Munoz Marin Intl

Fri 9/12

3:03 am-10:39 am

1 stop7h 36m

$332

JacksonvilleSanto Domingo

JAX - SDQ

JAXSDQ

Jacksonville

Fri 7/11

11:21 am-8:45 pm

1 stop9h 24m

Santo Domingo Las Americas

Sun 7/13

1:22 pm-10:20 am

1 stop20h 58m

$332

JacksonvillePunta Cana

JAX - PUJ

JAXPUJ

Jacksonville

Sat 7/26

7:37 pm-11:04 am

1 stop15h 27m

Punta Cana

Thu 7/31

12:05 pm-10:14 pm

1 stop10h 09m

$345

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 60 results
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Best time to book a flight from Jacksonville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean

What is the cheapest month to book a flight from Jacksonville to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $254). Flying from Jacksonville to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to CB?

Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Jacksonville to Caribbean as you normally would.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated June 12, 2025.
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
LATAM Airlines
7.5
Good
1,785 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,925 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Caribbean?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • What are the cheapest airlines to fly from Jacksonville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Caribbean are Frontier ($97), American Airlines ($109), and Southwest ($141).

  • What are the most popular routes from Jacksonville to Caribbean?

    When deciding which route to take from Jacksonville to Caribbean consider Jacksonville - San Juan Luis Munoz Marin Intl, Jacksonville - Montego Bay Sangster Intl or Jacksonville - Castries Hewanorra as they are the most popular.

  • What are the cheapest flights from Jacksonville to Caribbean?

    While on average a flight from Jacksonville to Caribbean is generally $190, our data shows the cheapest flight currently is $78. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $163 for that flight.

  • Can I find deals for flights from Jacksonville to Caribbean that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean.

  • Can I find deals for business class flights from Jacksonville to Caribbean?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $254). Flying from Jacksonville to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Jacksonville to Caribbean

Discover the top 5 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$316FlexibilityNo cancel feeOn-time62%
DeltaCheapest$130Average$504FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$237Average$441FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$253Average$539FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$306Average$399FlexibilityNo cancel feeOn-time63%

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